Methanol → 3-cyclohexyl-1H-indole-6-carboxylic Acid

HRID 747933노트

반응식

HRID 747933 반응식
[C:1]1([C:7]2[C:15]3[C:10](=[CH:11][C:12]([C:16]([OH:18])=[O:17])=[CH:13][CH:14]=3)[NH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.CO>C1COCC1>[CH:1]1([C:7]2[C:15]3[C:10](=[CH:11][C:12]([C:16]([OH:18])=[O:17])=[CH:13][CH:14]=3)[NH:9][CH:8]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

참가 물질

4

반응물 2

HCID 887MethanolHCID 111840773-(Cyclohex-1-en-1-yl)-1H-indole-6-carboxylic acid

생성물 1

HCID 112419893-cyclohexyl-1H-indole-6-carboxylic Acid수율 79.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

3-Cyclohexenyl-1H-indole-6-carboxylic acid (38 g) was added to a Parr bottle, followed by methanol (100 mL) and THF (100 mL). The bottle was flushed with argon and 10% palladium on carbon (1.2 g) was added. The flask was then evacuated and subsequently refilled with H2 to a pressure of 55 psi, and the resultant mixture was shaken for 18 hours at RT. The catalyst was then removed by filtration through celite. Concentration of the filtrate provided the desired product as a pale purple solid (30.6 g, 79%). ESI-MS m/z 244 (MH+).

후처리

  1. customThe bottle was flushed with argon and 10% palladium on carbon (1.2 g)
  2. additionwas added
  3. customThe flask was then evacuated
  4. additionsubsequently refilled with H2 to a pressure of 55 psi
  5. customThe catalyst was then removed by filtration through celite

출처 및 근거

ORD 기록
ord-fde7538390954263887bc0b131aacdbb
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07399758B2

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